2945. Dexetimide

Nomenclature

CAS number: 21888-98-2
(3S)-3-Phenyl-1′-(phenylmethyl)-[3,4′-bipiperidine]-2,6-dione; (S)-(+)-2-(1-benzyl-4-piperidyl)-2-phenylglutarimide; (+)-3-(1-benzyl-4-piperidyl)-3-phenylpiperidine-2,6-dione; (+)-1-benzyl-4-(2,6-dioxo-3-phenyl-3-piperidyl)piperidine; dextrobenzetimide; dexbenzetimide.
C23H26N2O2; mol wt 362.46.
C 76.21%, H 7.23%, N 7.73%, O 8.83%.

Description and references

The dextroenantiomer responsible for the pharmacological activity of racemic benzetimide, q.v. Resolution of isomers and comparative pharmacology: Janssen et al., Arzneim.-Forsch. 21, 1365 (1971). Abs config studies: van Wijngaarden et al., Life Sci. 9, part 1, 1289 (1970); Spek et al., Nature 232, 575 (1971). Clinical trials: De Smedt et al., J. Clin. Pharmacol. 10, 207 (1970).

Chemical structure

Properties

Crystals, mp 181-183°. [α]D20 +125° (chloroform).

Derivative

Hydrochloride.

Nomenclature

CAS number: 21888-96-0
R-16470; Tremblex (Janssen).
C23H26N2O2.HCl; mol wt 398.93.
C 69.25%, H 6.82%, N 7.02%, O 8.02%, Cl 8.89%.

Properties

Crystals, mp 270-275°. [α]D20 +125° (methanol). LD50 i.v. in rats: 45 mg/kg (Janssen).

Therapeutic Category

Antiparkinsonian.

Keywords

Antiparkinsonian; Antimuscarinic